Category: 158922-07-7

Zeng, Xiaojun published the artcileCopper-Catalyzed Decarboxylative Difluoromethylation, HPLC of Formula: 158922-07-7, the main research area is copper catalyzed decarboxylative difluoromethylation; difluoromethylation aliphatic carboxylic acid radical mechanism.

We report herein a highly efficient Cu-catalyzed protocol for the conversion of aliphatic carboxylic acids to the corresponding difluoromethylated analogs. This robust, operationally simple and scalable protocol tolerates a variety of functional groups and can convert a diverse array of acid-containing complex mols. to the alkyl-CF2H products. Mechanistic studies support the involvement of alkyl radicals.

Journal of the American Chemical Society published new progress about Alkylation. 158922-07-7 belongs to class piperidines, name is 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid, and the molecular formula is C21H21NO4, HPLC of Formula: 158922-07-7.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Malesevic, Miroslav published the artcileAn improved method for the solution cyclization of peptides under pseudo-high dilution conditions, Application In Synthesis of 158922-07-7, the main research area is cyclopeptide solid phase synthesis; macrocyclization solid phase solution pseudo high dilution.

Depending on the ring size, the cyclization of peptides often is accompanied by dimerization or cyclodimerization. Hence, these macrocyclizations have to be performed under high dilution conditions. Efficient cyclization of peptides in solution with a min. amount of solvent succeeds, when a dual syringe pump is used to simultaneously add the linear peptide precursor and a coupling reagent from two sep. syringes.

Journal of Biotechnology published new progress about Dilution. 158922-07-7 belongs to class piperidines, name is 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid, and the molecular formula is C21H21NO4, Application In Synthesis of 158922-07-7.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Nishizawa, Naoki published the artcileDesign and Synthesis of an Investigational Nonapeptide KISS1 Receptor (KISS1R) Agonist, Ac-D-Tyr-Hydroxyproline (Hyp)-Asn-Thr-Phe-azaGly-Leu-Arg(Me)-Trp-NH2 (TAK-448), with Highly Potent Testosterone-Suppressive Activity and Excellent Water Solubility, SDS of cas: 158922-07-7, the main research area is nonapeptide KISS1 receptor agonist testosterone.

Metastin/kisspeptin is an endogenous ligand of KISS1R. Metastin and KISS1R are suggested to play crucial roles in regulating the secretion of GnRH and continuous administration of metastin derivatives attenuated the plasma testosterone levels in male rats. The optimization studies of metastin derivatives led to the discovery of Ac-D-Tyr-D-Trp-Asn-Thr-Phe-azaGly-Leu-Arg(Me)-Trp-NH2, TAK-683, (I), which suppressed plasma testosterone in rats at lower doses than those of leuprolide. Although I possessed an extremely potent pharmacol. activity, 20-mg/mL aqueous solution of I has a gel formation property. In order to improve this physicochem. property, the authors substituted D-Trp at position 47 with a variety of amino acids; the authors identified that substitution with cyclic amino acids, which could change peptide conformation, retained its potency. Especially, Hyp47 analog TAK-448 (II) showed not only superior pharmacol. activity to I, but also excellent water solubility Furthermore, 20-mg/mL aqueous solution of 24 did not show a gel formation up to five days.

Journal of Medicinal Chemistry published new progress about Homo sapiens. 158922-07-7 belongs to class piperidines, name is 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid, and the molecular formula is C21H21NO4, SDS of cas: 158922-07-7.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Liu, Ruiwu published the artcileStructure-activity relationship studies of a series of peptidomimetic ligands for α4β1 integrin on Jurkat T-leukemia cells, Application In Synthesis of 158922-07-7, the main research area is peptide solid phase synthesis SAR integrin ligand anticancer.

α4β1 Integrin is a therapeutic target for inflammation, autoimmune diseases, and lymphoid cancers. A series of peptidomimetic ligands based on the Nle-D-I motif have been synthesized and their binding affinities (IC50) to activated α4β1 integrin on Jurkat T-leukemia cells were determined using a cell adhesion assay. One of the 51 ligands, peptide I, has an IC50 = 0.6 nM, more than two fold increase of binding affinity than the initial lead compound II. Extensive SAR studies provided important information for further ligand optimization, which has served as a foundation for studies that ultimately led to identification of a potent ligand with an IC50 = 2 pM.

Biopolymers published new progress about Antitumor agents. 158922-07-7 belongs to class piperidines, name is 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid, and the molecular formula is C21H21NO4, Application In Synthesis of 158922-07-7.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Vendrell, Marc published the artcileIndoloquinolizidine-peptide hybrids as multiple agonists for D1 and D2 dopamine receptors, Formula: C21H21NO4, the main research area is indoloquinolizidine peptide hybrid preparation dopamine receptor agonist structure activity; solid phase synthesis peptide combinatorial library indoloquinolizidine drug design; radioligand binding brain striatum membrane intracellular cAMP production assay; peptide indoloquinolizidine acid asym synthesis tryptophyl reduction hydrogenation hydrolysis.

Multiple-specificity ligands are considered promising pharmacol. tools that may show higher efficacy in the treatment of diseases for which the modulation of a single target is therapeutically inadequate. We prepared a set of novel ligands for D1 and D2 dopamine receptors by combining two indolo[2,3-a]quinolizidine scaffolds with various tripeptide moieties. The binding and functional properties of these mols. were determined by radioligand binding studies in brain striatum membranes and by intracellular cAMP production assays in cells expressing different dopamine receptor subtypes. Some indoloquinolizidine-peptide hybrids, mainly with the trans configuration, showed dual agonist activity at both D1 and D2 dopamine receptors and may therefore be useful for testing the therapeutic potential of multivalent drugs on these targets.

ChemMedChem published new progress about Animal cell line. 158922-07-7 belongs to class piperidines, name is 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid, and the molecular formula is C21H21NO4, Formula: C21H21NO4.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Malakoutikhah, Morteza published the artcileN-Methyl Phenylalanine-Rich Peptides as Highly Versatile Blood-Brain Barrier Shuttles, HPLC of Formula: 158922-07-7, the main research area is blood brain barrier delivery peptide drug.

Here we studied the capacity of N-MePhe-(N-MePhe)3-CONH2, Cha-(N-MePhe)3-CONH2, and 2Nal-(N-MePhe)3-CONH2 to carry various drugs (cargos) in in vitro blood-brain barrier (BBB) models in order to determine the versatility of these peptides as BBB-shuttles for drug delivery to the brain. Using SPPS, the peptides were coupled to GABA, Nip, and ALA to examine their passive BBB permeation by means of PAMPA and their lipophilicity by IAMC. Unaided, these nonpermeating drugs alone did not cross the PAMPA barrier and the BBB passively; however, the peptides tested as potential BBB shuttles transferred them by passive transfer through the PAMPA phospholipid. The permeability of peptides that showed the highest permeability in PAMPA, and Ac-N-MePhe-(N-MePhe)3-CONH2 as the parent peptide was also examined in bovine brain microvessel endothelial cells (BBMECs). These peptide-based BBB shuttles open up the possibility to overcome the formidable obstacle of the BBB, thereby achieving drug delivery to the brain.

Journal of Medicinal Chemistry published new progress about Biological permeation. 158922-07-7 belongs to class piperidines, name is 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid, and the molecular formula is C21H21NO4, HPLC of Formula: 158922-07-7.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Arranz-Gibert, Pol published the artcileLipid Bilayer Crossing-The Gate of Symmetry. Water-Soluble Phenylproline-Based Blood-Brain Barrier Shuttles, Quality Control of 158922-07-7, the main research area is lipid bilayer permeation drug delivery phenylproline blood brain barrier.

Drug delivery to the brain can be achieved by various means, including blood-brain barrier (BBB) disruption, neurosurgical-based approaches, and mol. design. Recently, passive diffusion BBB shuttles have been developed to transport low-mol.-weight drug candidates to the brain which would not be able to cross unaided. The low water solubility of these BBB shuttles has, however, prevented them from becoming a mainstream tool to deliver cargos across membranes. Here, we describe the design, synthesis, physicochem. characterization, and BBB-transport properties of phenylproline tetrapeptides, (PhPro)4, an improved class of BBB shuttles that operates via passive diffusion. These PhPro-based BBB shuttles showed 3 orders of magnitude improvement in water solubility compared to the gold-standard (N-MePhe)4, while retaining very high transport values. Transport capacity was confirmed when two therapeutically relevant cargos, nipecotic acid and L-3,4-dihydroxyphenylalanine (i.e., L-DOPA), were attached to the shuttle. Addnl., we used the unique chiral and conformationally restricted character of the (PhPro)4 shuttle to probe its chiral interactions with the lipid bilayer of the BBB. We studied the transport properties of 16 (PhPro)4 stereoisomers using the parallel artificial membrane permeability assay and looked at differences in secondary structure. Most stereoisomers displayed excellent transport values, yet this study also revealed pairs of enantiomers with high enantiomeric discrimination and different secondary structure, where one enantiomer maintained its high transport values while the other had significantly lower values, thereby confirming that stereochem. plays a significant role in passive diffusion. This could open the door to the design of chiral and membrane-specific shuttles with potential applications in cell labeling and oncol.

Journal of the American Chemical Society published new progress about Biological permeation. 158922-07-7 belongs to class piperidines, name is 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid, and the molecular formula is C21H21NO4, Quality Control of 158922-07-7.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Dolle, Roland E. published the artcileA statistical-based approach to assessing the fidelity of combinatorial libraries encoded with electrophoric molecular tags. Development and application of tag decode-assisted single bead LC/MS analysis, COA of Formula: C21H21NO4, the main research area is statistical sampling mol tag encoded combinatorial library statine amide; combinatorial library QA method tag decoding single bead LCMS; statine peptide library preparation inhibition screening cathepsin plasmepsin.

A statistical sampling protocol is described to assess the fidelity of libraries encoded with mol. tags. The methodol., termed library QA, is based on the combined application of tag decode anal. and single bead LC/MS. The phys. existence of library compounds eluted from beads is established by comparing the mol. weight predicted by tag decode with empirical measurement. The goal of sampling is to provide information on overall library fidelity and an indication of the performance of individual library synthons. The minimal sampling size n for library QA is 10× the largest synthon set. Data are reported as proportion (p) ± lower and upper boundary (lb-ub) computed at the 95% confidence level (α = 0.05). As a practical demonstration, library QA was performed on a 25 200-member library of statine-containing peptide amides (size = 40 × 63 × 10). Sampling was conducted three times at n ∼ 630 beads per run for a total of 1902 beads. The overall proportions found for the three runs were consistent with one another: p = 84.4%, lb-ub = 81.5-87.2%; p = 83.1%, lb-ub = 80.2-85.95; and p = 84.5%, lb-ub = 81.8-87.3%, suggesting the true value of p is close to 84% compound confirmation. The performance pi of individual synthons was also computed. Corroboration of QA data with biol. screening results obtained from assaying the library against cathepsin D and plasmepsin II is discussed.

Journal of Combinatorial Chemistry published new progress about Combinatorial chemistry. 158922-07-7 belongs to class piperidines, name is 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid, and the molecular formula is C21H21NO4, COA of Formula: C21H21NO4.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Hamper, Bruce C. published the artcileSolid Phase Synthesis of β-Peptoids: N-Substituted β-Aminopropionic Acid Oligomers, Recommanded Product: 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid, the main research area is solid phase preparation peptoid combinatorial library; substituted aminopropionic acid oligomer library preparation.

A solid-phase organic synthesis method has been developed for the preparation of N-substituted-β-aminopropionic acid oligomers or β-peptoids I. Treatment of polymer-bound 4-(benzyloxy)benzyl acrylate with primary amines afforded N-substituted β-alanines. Polymer loadings and product conversions were determined by direct cleavage of resin-bound materials and measurement by 1H NMR with an internal standard The NMR method was used to establish loading of all resin-bound intermediates including acrylic acid. Acylation with acryloyl chloride followed by Michael addition of primary amines to the acrylamide allowed preparation of di-β-peptoids. By a linear set of seven reactions, trimeric N-benzyl-β-aminopropionic acid was prepared in 67% overall yield. Single-bead FT-IR microspectroscopy was used to acquire spectra of the resin bound mono-β-peptoids, di-β-peptoids, and acrylamide intermediates. A combinatorial library of defined mixtures of tri-β-peptoids was prepared by mixing equimolar amounts of the mono-β-peptoid resins and carrying them through two sequences of the acylation-Michael addition The identity of a sample mixture II (R = Me, CH2Ph, CH2CH2Ph, CH2C6H4OMe-4, allyl, CH2CHMe2, CHMeEt, CHMe2) was determined by LC-MS anal. of the cleavage product.

Journal of Organic Chemistry published new progress about Combinatorial chemistry. 158922-07-7 belongs to class piperidines, name is 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid, and the molecular formula is C21H21NO4, Recommanded Product: 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Vojkovsky, Tomas published the artcileDetection of secondary amines on solid phase, Recommanded Product: 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid, the main research area is Merrifield synthesis chloranil monitoring; amine secondary detection Merrifield synthesis.

The detection of secondary amino groups in building blocks attached to solid phase using tetrachlorobenzoquinone (chloranil) was re-examined A new procedure, about ten times more sensitive than the original method, has been developed. Except for N-p-tolylglycine, all secondary amino groups that were examined were detected reliably in a substitution range down to 2.8 μeq/g. Protected imidazole in His(Trt) did not interfere with the detection method.

Peptide Research published new progress about Solid phase synthesis, solid-phase peptide synthesis. 158922-07-7 belongs to class piperidines, name is 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid, and the molecular formula is C21H21NO4, Recommanded Product: 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem